diff --git a/Plan/plugin/src/test/java/com/djrapitops/plan/system/database/databases/sql/PatchRegressionH2452Test.java b/Plan/plugin/src/test/java/com/djrapitops/plan/system/database/databases/sql/PatchRegressionH2452Test.java
new file mode 100644
index 000000000..149350676
--- /dev/null
+++ b/Plan/plugin/src/test/java/com/djrapitops/plan/system/database/databases/sql/PatchRegressionH2452Test.java
@@ -0,0 +1,107 @@
+package com.djrapitops.plan.system.database.databases.sql;
+
+import com.djrapitops.plan.api.exceptions.database.DBInitException;
+import com.djrapitops.plan.data.store.containers.ServerContainer;
+import com.djrapitops.plan.data.store.keys.ServerKeys;
+import com.djrapitops.plan.system.locale.Locale;
+import com.djrapitops.plan.system.settings.config.PlanConfig;
+import com.djrapitops.plan.system.settings.paths.DatabaseSettings;
+import com.djrapitops.plugin.logging.L;
+import com.djrapitops.plugin.logging.console.TestPluginLogger;
+import com.djrapitops.plugin.logging.error.ErrorHandler;
+import org.junit.After;
+import org.junit.Before;
+import org.junit.Rule;
+import org.junit.Test;
+import org.junit.rules.TemporaryFolder;
+import rules.PluginComponentMocker;
+import utilities.OptionalAssert;
+import utilities.TestConstants;
+
+import java.sql.SQLException;
+
+/**
+ * Test for the patching of Plan 4.5.2 H2 DB into the newest schema.
+ *
+ * @author Rsl1122
+ */
+public class PatchRegressionH2452Test extends PatchRegression452Test {
+
+    @Rule
+    public TemporaryFolder temporaryFolder = new TemporaryFolder();
+    @Rule
+    public PluginComponentMocker component = new PluginComponentMocker(temporaryFolder);
+
+    String serverTable = "CREATE TABLE IF NOT EXISTS plan_servers (id integer NOT NULL AUTO_INCREMENT, uuid varchar(36) NOT NULL UNIQUE, name varchar(100), web_address varchar(100), is_installed boolean NOT NULL DEFAULT 1, max_players integer NOT NULL DEFAULT -1, PRIMARY KEY (id))";
+    String usersTable = "CREATE TABLE IF NOT EXISTS plan_users (id integer NOT NULL AUTO_INCREMENT, uuid varchar(36) NOT NULL UNIQUE, registered bigint NOT NULL, name varchar(16) NOT NULL, times_kicked integer NOT NULL DEFAULT 0, PRIMARY KEY (id))";
+    String userInfoTable = "CREATE TABLE IF NOT EXISTS plan_user_info (user_id integer NOT NULL, registered bigint NOT NULL, opped boolean NOT NULL DEFAULT 0, banned boolean NOT NULL DEFAULT 0, server_id integer NOT NULL, FOREIGN KEY(user_id) REFERENCES plan_users(id), FOREIGN KEY(server_id) REFERENCES plan_servers(id))";
+    String geoInfoTable = "CREATE TABLE IF NOT EXISTS plan_ips (user_id integer NOT NULL, ip varchar(39) NOT NULL, geolocation varchar(50) NOT NULL, ip_hash varchar(200), last_used bigint NOT NULL DEFAULT 0, FOREIGN KEY(user_id) REFERENCES plan_users(id))";
+    String nicknameTable = "CREATE TABLE IF NOT EXISTS plan_nicknames (user_id integer NOT NULL, nickname varchar(75) NOT NULL, server_id integer NOT NULL, last_used bigint NOT NULL, FOREIGN KEY(user_id) REFERENCES plan_users(id), FOREIGN KEY(server_id) REFERENCES plan_servers(id))";
+    String sessionsTable = "CREATE TABLE IF NOT EXISTS plan_sessions (id integer NOT NULL AUTO_INCREMENT, user_id integer NOT NULL, server_id integer NOT NULL, session_start bigint NOT NULL, session_end bigint NOT NULL, mob_kills integer NOT NULL, deaths integer NOT NULL, afk_time bigint NOT NULL, FOREIGN KEY(user_id) REFERENCES plan_users(id), FOREIGN KEY(server_id) REFERENCES plan_servers(id), PRIMARY KEY (id))";
+    String killsTable = "CREATE TABLE IF NOT EXISTS plan_kills (killer_id integer NOT NULL, victim_id integer NOT NULL, server_id integer NOT NULL, weapon varchar(30) NOT NULL, date bigint NOT NULL, session_id integer NOT NULL, FOREIGN KEY(killer_id) REFERENCES plan_users(id), FOREIGN KEY(victim_id) REFERENCES plan_users(id), FOREIGN KEY(session_id) REFERENCES plan_sessions(id), FOREIGN KEY(server_id) REFERENCES plan_servers(id))";
+    String pingTable = "CREATE TABLE IF NOT EXISTS plan_ping (id integer NOT NULL AUTO_INCREMENT, user_id integer NOT NULL, server_id integer NOT NULL, date bigint NOT NULL, max_ping integer NOT NULL, min_ping integer NOT NULL, avg_ping double NOT NULL, PRIMARY KEY (id), FOREIGN KEY(user_id) REFERENCES plan_users(id), FOREIGN KEY(server_id) REFERENCES plan_servers(id))";
+    String commandUseTable = "CREATE TABLE IF NOT EXISTS plan_commandusages (id integer NOT NULL AUTO_INCREMENT, command varchar(20) NOT NULL, times_used integer NOT NULL, server_id integer NOT NULL, PRIMARY KEY (id), FOREIGN KEY(server_id) REFERENCES plan_servers(id))";
+    String tpsTable = "CREATE TABLE IF NOT EXISTS plan_tps (server_id integer NOT NULL, date bigint NOT NULL, tps double NOT NULL, players_online integer NOT NULL, cpu_usage double NOT NULL, ram_usage bigint NOT NULL, entities integer NOT NULL, chunks_loaded integer NOT NULL, free_disk_space bigint NOT NULL, FOREIGN KEY(server_id) REFERENCES plan_servers(id))";
+    String worldsTable = "CREATE TABLE IF NOT EXISTS plan_worlds (id integer NOT NULL AUTO_INCREMENT, world_name varchar(100) NOT NULL, server_id integer NOT NULL, PRIMARY KEY (id), FOREIGN KEY(server_id) REFERENCES plan_servers(id))";
+    String worldTimesTable = "CREATE TABLE IF NOT EXISTS plan_world_times (user_id integer NOT NULL, world_id integer NOT NULL, server_id integer NOT NULL, session_id integer NOT NULL, survival_time bigint NOT NULL DEFAULT 0, creative_time bigint NOT NULL DEFAULT 0, adventure_time bigint NOT NULL DEFAULT 0, spectator_time bigint NOT NULL DEFAULT 0, FOREIGN KEY(user_id) REFERENCES plan_users(id), FOREIGN KEY(world_id) REFERENCES plan_worlds(id), FOREIGN KEY(server_id) REFERENCES plan_servers(id), FOREIGN KEY(session_id) REFERENCES plan_sessions(id))";
+    String securityTable = "CREATE TABLE IF NOT EXISTS plan_security (username varchar(100) NOT NULL UNIQUE, salted_pass_hash varchar(100) NOT NULL UNIQUE, permission_level integer NOT NULL)";
+    String transferTable = "CREATE TABLE IF NOT EXISTS plan_transfer (sender_server_id integer NOT NULL, expiry_date bigint NOT NULL DEFAULT 0, type varchar(100) NOT NULL, extra_variables varchar(255) DEFAULT '', content_64 MEDIUMTEXT, part bigint NOT NULL DEFAULT 0, FOREIGN KEY(sender_server_id) REFERENCES plan_servers(id))";
+
+    private H2DB underTest;
+
+    @Before
+    public void setUpDBWithOldSchema() throws DBInitException, SQLException {
+        PlanConfig config = component.getPlanSystem().getConfigSystem().getConfig();
+
+        config.set(DatabaseSettings.MYSQL_USER, "user");
+        config.set(DatabaseSettings.MYSQL_PASS, "pass");
+
+        underTest = component.getPlanSystem().getDatabaseSystem().getH2Factory()
+                .usingFileCalled("test");
+
+        underTest.setOpen(true);
+        underTest.setupDataSource();
+
+        // Initialize database with the old table schema
+        underTest.execute(serverTable);
+        underTest.execute(usersTable);
+        underTest.execute(userInfoTable);
+        underTest.execute(geoInfoTable);
+        underTest.execute(nicknameTable);
+        underTest.execute(sessionsTable);
+        underTest.execute(killsTable);
+        underTest.execute(pingTable);
+        underTest.execute(commandUseTable);
+        underTest.execute(tpsTable);
+        underTest.execute(worldsTable);
+        underTest.execute(worldTimesTable);
+        underTest.execute(securityTable);
+        underTest.execute(transferTable);
+
+        underTest.createTables();
+
+        insertData(underTest);
+    }
+
+    @After
+    public void closeDatabase() {
+        underTest.close();
+    }
+
+    @Test
+    public void h2PatchTaskWorksWithoutErrors() {
+        PatchTask patchTask = new PatchTask(underTest.patches(), new Locale(), new TestPluginLogger(), new ErrorHandler() {
+            @Override
+            public void log(L l, Class aClass, Throwable throwable) {
+                throw new AssertionError(throwable);
+            }
+        });
+
+        // Patching might fail due to exception.
+        patchTask.run();
+
+        // Make sure that a fetch works.
+        ServerContainer server = underTest.fetch().getServerContainer(TestConstants.SERVER_UUID);
+        OptionalAssert.equals(1, server.getValue(ServerKeys.PLAYER_KILL_COUNT));
+    }
+}